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Professional Development Series - 80% of Digital Transformations Fail: Culture Clash
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80% of Digital Transformations Fail: Culture Clash — How Misalignment Quietly Derails Transformation Before It Begins

1/29/2026
When: Thursday, January 29, 2026
12:00 noon - 1:00 p.m.
Where: VIA Zoom
United States
Contact: Maureen Waddington
admin@simphila.org
215-872-8071
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Meeting ID: 945 5711 3591

Passcode: PHILA

 

CIOs lead in environments defined by complexity, competing priorities, and constant pressure to deliver transformation—but even the best-planned initiatives stall when culture is misaligned. Technology can only move as fast as the organization’s cultural posture allows, and most leaders underestimate how early this misalignment begins.

 

In this virtual masterclass, transformation strategist and former CIO Darrel Popowich reveals why Culture Clash—the gap between how individuals lead and how the organization actually operates—quietly undermines execution long before projects falter — often showing up first as slowed decision-making, unclear priorities, or value leakage.. CIOs and IT leaders will learn how to diagnose hidden cultural contradictions, spot early signs of drift, and realign their teams to the organization’s true strategic intent.

 

Using the CRAFT framework’s Culture component, Darrel shows IT leaders how to translate strategy into behavior, create clarity in decision-making, and shift teams from activity to meaningful progress. Attendees leave with practical tools they can apply immediately to reduce friction, increase alignment, and give their transformation efforts the cultural foundation they need to succeed.

 

  • Identify early cultural misalignments that quietly erode transformation momentum.
  • Diagnose the gap between individual leadership behavior and organizational cultural reality — the root of Culture Clash.
  • Apply the Culture element of the CRAFT framework to create clearer decision pathways and reduce friction.
  • Realign teams and leaders quickly before cultural drift becomes a full transformation stall.

 

“Darrel Popowich was the keynote speaker at our Boston SIM Technology Leadership meeting—and I highly recommend him! His Transformation CRAFT methodology is fascinating, practical, and deeply thought-provoking. The audience was so engaged, the only time phones came out was to snap pictures of his slides.”
— Eric Bloom, Executive Director, IT Management and Leadership Institute

 

About our Speaker:

 

Darrel Popowich is a Transformation Strategist, keynote speaker, and former CIO with more than 30 years of experience leading large-scale digital transformation across multiple industries. As the founder of Transformation Craft™, Darrel helps organizations overcome the hidden human dynamics that derail change efforts. His signature CRAFT framework (Culture, Relationships, Acceptance, Focus, Trajectory) equips leaders to create clear alignment, build commitment, and drive outcomes that stick.

Darrel has been a featured speaker at major leadership events, including the Boston SIM Technology Leadership Summit and International Project Management Day, where his sessions consistently receive strong engagement and praise for being practical, thought-provoking, and deeply relevant to today’s transformation challenges. Leaders describe his approach as “massively valuable, grounded in real experience, and free of fluff.”

 

Join Zoom Meeting

https://simnet.zoom.us/j/94557113591?pwd=kaeYzN49ZVIxMHYMpabD1DgHm7tK5c.1

 

Meeting ID: 945 5711 3591

Passcode: PHILA

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